A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotels

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Our top choices for Shelter Island Heights hotels

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (91 reviews)
"We had such an amazing time at the Pridwin! The hotel is gorgeous and everything is kept clean and organized for guests!"
United States
Caroline
The price is €687
includes taxes & fees
14 Jul - 15 Jul
The Pridwin Hotel

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (39 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is €355
includes taxes & fees
12 Jul - 13 Jul
The Chequit

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (42 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is €313
includes taxes & fees
21 Jul - 22 Jul
West Neck Guesthouse

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (59 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is €316
includes taxes & fees
30 Jul - 31 Jul
Shelter Island House

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (83 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
United States
Robert
The price is €387
includes taxes & fees
8 Jul - 9 Jul
House on Chase Creek

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (321 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is €89
includes taxes & fees
13 Jul - 14 Jul
Clinton Motel

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,009 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is €86
includes taxes & fees
8 Jul - 9 Jul
Pier Blue Inn Old Saybrook - Essex

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (242 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is €79
includes taxes & fees
15 Jul - 16 Jul
Lamplighter Motel - Clinton, Connecticut

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (90 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is €172
includes taxes & fees
19 Jul - 20 Jul
Hampton Bays Hotel on Main

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (342 reviews)
"The hotel was very clean and updated in a great location."
United States
Jill
The price is €270
includes taxes & fees
27 Jul - 28 Jul
Zey Hotel

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area
2.5 star property
Niantic
9.0 out of 10, Wonderful, (554 reviews)
"Newly renovated, comfortable beds and good breakfast."
United States
Melanie
The price is €142
includes taxes & fees
21 Jul - 22 Jul
Best Western Niantic - New London/Mystic Area

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (29 reviews)
"Great stay & great staff!"
United States
James
The price is €371
includes taxes & fees
12 Jul - 13 Jul
North Fork Resort

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (660 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is €90
includes taxes & fees
15 Jul - 16 Jul
Liberty Inn

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (341 reviews)
"Place was very quiet. Staff is helpful if you had any questions. I would suggest have more lighting around because when we would take a walk at night, it was very dark. Hope to stay there again sometime"
United States
Iris
The price is €202
includes taxes & fees
21 Jul - 22 Jul
Hampton's Vacation Inn

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (84 reviews)
"Very nice property"
United States
Steven
The price is €280
includes taxes & fees
20 Jul - 21 Jul
The Penny Lane

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (487 reviews)
"Perfectly perfect for a getaway"
United States
Christie
The price is €258
includes taxes & fees
14 Jul - 15 Jul
Hamlet Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (773 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is €163
includes taxes & fees
9 Jul - 10 Jul
Shorewood Inn

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (829 reviews)
"Beautiful property clean comfy rooms stayed a few times when out in Rverhead quiet stores on main street to go shopping.staff very nice you can barbecue pool to swim in highly recommend."
United States
Barbara
The price is €125
includes taxes & fees
12 Jul - 13 Jul
Budget Host East End

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (183 reviews)
"Great staff."
United States
Grant
The price is €240
includes taxes & fees
19 Jul - 20 Jul
The Niantic Inn

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is €227
includes taxes & fees
8 Jul - 9 Jul
The Captain Stannard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most. Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Stay near popular Shelter Island Heights attractions

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

A marina with numerous sailboats docked, a large tree in the foreground, and a flagpole with an American flag.
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

More cheap stays in Shelter Island Heights

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Stunning Natural Beauty: Shelter Island Heights boasts picturesque scenery, perfect for outdoor adventures and relaxation.
  • Charming Beaches: Enjoy serene beaches ideal for sunbathing, swimming, and family fun.
  • Historic Attractions: Visit notable sites like the Shelter Island Presbyterian Church and explore the rich local history.
  • Diverse Accommodation: Choose from a range of lodging options, from luxurious hotels to unique agritourism properties.
  • Family-Friendly Activities: Engage in various recreational activities, making it an excellent destination for families.

Find great hotels near Shelter Island Heights

Discover a charming retreat in Shelter Island Heights, where a variety of accommodation options await you, from delightful hotels to unique agritourism properties. Whether you're seeking a pet-friendly getaway, an adventurous family holiday, or a peaceful escape, you'll find the perfect lodging to suit your needs. Explore the inviting atmosphere and stunning surroundings of Shelter Island Heights, ensuring a memorable stay.

  • Sound View Greenport: Sound View Greenport is a charming 3.5-star hotel offering a delightful beachside experience, just 3.2km from Shelter Island Heights. With a guest rating of 8.4 out of 10, it is ideal for families and business travellers alike. Guests appreciate the direct access to the beach, making it perfect for sun-seekers. The hotel is particularly family-friendly, featuring amenities such as free cribs and window guards for children, ensuring a safe and enjoyable stay for families travelling with young ones.
  • Stirling House Bed & Breakfast: This highly-rated 3-star bed and breakfast, located a mere mile from Shelter Island Heights, boasts an impressive guest rating of 9.8 out of 10. Stirling House offers a warm and inviting atmosphere, complemented by complimentary full breakfast options and a relaxed bar and lounge for evening unwinding. Guests can indulge in recreational activities, including nearby bicycle rentals. The property also features entertainment options such as DVD players and premium television channels, alongside stunning waterfront views that enhance the idyllic setting.
  • Sag Harbor Inn: Situated 9.7km from Shelter Island Heights, Sag Harbor Inn is a well-regarded 3.5-star hotel with a commendable guest rating of 9.4 out of 10. This establishment is particularly suited for business travellers, offering an environment conducive to work and relaxation. Guests appreciate the seamless blend of comfort and professionalism, making it a dependable choice for those visiting for work purposes. The inn's proximity to local business hubs ensures convenience, while its charming surroundings provide a pleasant retreat after a busy day.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, a delightful destination perfect for outdoor adventures, family getaways, and romantic retreats. Surrounded by stunning scenery, this island community offers an array of excursions, from relaxing beaches to picturesque trails. Explore nearby neighbourhoods that reflect a blend of luxury and budget-friendly options, ensuring a memorable experience for every traveller in this serene part of New York.

  • Greenport: Nestled merely 1.6km away from Shelter Island Heights, Greenport is a vibrant city renowned for its outdoor charm and romantic beach experiences. The area sees a moderate influx of visitors, particularly bustling between June and August. Greenport offers a plethora of activities, from golf courses to lively music concerts. Visitors can enjoy the stunning local beaches and parks, perfect for a day spent in nature or a leisurely stroll with loved ones. This picturesque locale is ideal for those seeking a blend of relaxation and entertainment.
  • Mattituck: Located 17.7km from Shelter Island Heights, Mattituck is a delightful city that attracts visitors for its outdoor adventures and entertainment-themed experiences. Much like Greenport, the peak tourist season occurs from June to August, with a slight decline in numbers during the winter months. Mattituck is known for its golf courses and local markets, where you can sample fresh produce and artisanal products. The nearby beaches and tranquil lakes make it a perfect spot for families looking to enjoy a day out in the sun or engage in water activities.
  • Springs: Also situated 17.7km from Shelter Island Heights, Springs is a charming village that welcomes travellers year-round, with peak visits from September to November. Known for its outdoor activities and family-friendly atmosphere, Springs boasts recreational areas and golf courses that cater to all ages. The local beaches and parks provide ample opportunities for relaxation and enjoyment, making it an ideal destination for families seeking fun and adventure amidst scenic surroundings. With its welcoming community and laid-back vibe, Springs is sure to leave a lasting impression.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit the nearby Southampton Village, approximately 16.1km away, where you’ll find charming boutiques and artisanal markets that showcase local craftsmanship.

Recreation

At the Shelter Island Heights Wellness Retreat, indulge in rejuvenating spa treatments and calming yoga sessions amidst serene surroundings. Enjoy leisurely walks along the waterfront, where you can appreciate nature's beauty and unwind in peaceful settings ideal for reflection and relaxation.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 33.8km from Shelter Island Heights. Feel the adrenaline as you watch high-speed races in a vibrant atmosphere. Alternatively, head to Waterford Speedbowl, 38.6km away, for more exciting motorsport action amidst a lively crowd.

Nightlife

In Shelter Island Heights, the nightlife is charming and laid-back. Venues like The Pridwin Hotel offer relaxed dining and live music, while the Shelter Island Wine Company provides a cosy atmosphere for wine tasting. Enjoy a quiet evening stroll along the waterfront to soak in the serene night views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Shelter Island Heights

For a delightful vacation in Shelter Island Heights, visitors can enjoy a mix of outdoor activities, family-friendly fun, and romantic escapes. Explore beautiful beaches, urban parks, and historic buildings while immersing yourself in the local culture. Key points of interest include the Shelter Island Presbyterian Church, the Town of Shelter Island, and nearby Fishers Island, ensuring a varied experience for all types of travellers.

  • Crescent Beach: Enjoy the tranquil atmosphere of Crescent Beach, nestled within Shelter Island Heights. This idyllic beach offers sandy shores and gentle waves, perfect for a relaxing day by the sea, soaking up the sun and enjoying beach vibes.
  • Orient Point County Park: Located 12.9km away, Orient Point County Park provides a lovely urban park experience with family-friendly activities. Explore its walking trails and picnic areas while embracing the city's outdoor charm and natural beauty.
  • Sag Harbor Marine Park: Just 11.3km from Shelter Island Heights, Sag Harbor Marine Park is a haven for adventure seekers. This marina offers opportunities for boating, fishing, and enjoying the beach, making it an exciting outdoor destination.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyHighAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyAverageModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island Heights

Accessing Shelter Island Heights is convenient via several major airports. Bradley International Airport (BDL) in Hartford, CT, is approximately 98.2km away, with nearby options like The Capitol Hotel and Candlewood Suites Windsor Locks, both providing easy access to the airport. New York's JFK Airport is around 130.4km distant, featuring fine hotels such as The William Vale and Graduate by Hilton, ensuring a comfortable stay. LaGuardia Airport (LGA) is situated about 132.0km from Shelter Island Heights, with luxurious choices like the Four Seasons Hotel and The Lowell, both offering excellent transportation services to the airport.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is one of the top choices for your stay based on our traveller data. This hotel offers a full-service spa and a private beach. Two other choices for your stay in the area are Gurney's Montauk Resort & Seawater Spa and Offshore Montauk. See all available top hotels, or vacation rentals in Shelter Island Heights.
What are some of the best holiday rentals that Shelter Island Heights has to offer?
Exquisite New Hampton Home in a Perfect Location: This holiday home rental outside of Shelter Island Heights is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind. See all vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best family accommodation in Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your child-friendly holiday. Also, attractions in the area such as Railroad Museum of Long Island and East End Seaport Maritime Museum are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach . See more stays near the beach in Shelter Island Heights.
What's the best accommodation for a golf trip to Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include House on Chase Creek and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness centre, a bar and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. A top sight in the area is The Hamptons Beaches. In Shelter Island Heights, there are 41 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. Additionally, you'll find The Hamptons Beaches in the area. Take a look at what more there is to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.

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